Category: 1120-16-7

Some common heterocyclic compound, 1120-16-7, name is Dodecanamide, molecular formula is C12H25NO, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Computed Properties of C12H25NO

A flask was charged with N-(7-chloro-7,8-dihydro-1,8- naphthyridin-2yl)dodecanamide (6) (15.6 g, 42.8mmol), dodecanamide (10.3 g, 51.3mmol), Pd(OAc)2 (593 mg, 2.6 mmol), Xantphos (3.3 g, 5.8mmol), K2CO3 (5.9 g, 42.8mmol), and dry dioxane (250 mL). Oven-dried molecular sieves (4) were added and the mixture was stirred overnight at room temperature under Ar. Subsequently, the mixture was heated to 80 C and stirred overnight under Ar. After cooling to room temperature, the mixture was filtered and the residue was rinsed with CHCl3. Recrystallization in ethanol and purification by flash chromatography (80% CHCl3/20% EtOAc) yielded the product as a white solid (16.5 g, 73%). 1HNMR (400 MHz, CDCl3): 8.42 (d, 2H, J = 8.8 Hz, Ar), 8.14 (d, 2H, J = 8.8 Hz, Ar), 8.12 (bs, 2H, NH), 2.47 (t, 4H, J = 7.6 Hz, O=C-CH2), 1.56 (m, 4H, J = 8.0, 7.6 Hz, O=C-CH2-CH2), 1.26 (m, 32H, alkyl-CH2), 0.88 (t, 6H, alkyl-CH3). 13CNMR (100 MHz, CDCl3): 172.2, 153.74, 138.98, 113.34, 110.01, 76.75, 38.13, 31.90, 29.60, 29.44, 29.33, 29.15, 25.29, 22.68, 14.12. MALDI-ToF MS: calculated for C32H52N4O2 524.78, observed m/z 525.43 [M + H+], 1087.79 [dimer + K+]. Elemental analysis: calculated for C32H52N4O2: C, 73.24; H, 9.99; N, 10.68; O, 6.10%. Found: C, 73.35; H, 9.59; N, 10.26%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1120-16-7, its application will become more common.

Reference:
Article; Teunissen, Abraham J.P.; Van Der Haas, Roy J.C.; Vekemans, Jef A.J.M.; Palmans, Anja R.A.; Meijer; Bulletin of the Chemical Society of Japan; vol. 89; 3; (2016); p. 308 – 314;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 1120-16-7, These common heterocyclic compound, 1120-16-7, name is Dodecanamide, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Under argon atmosphere, 60.04 mmol of catalyst Nd2Na8 (OCH2CF3) 14 (THF), 1 mmol of lauric amide and 1.2 mmol of benzylamine were added into the reaction flask treated with dehydration and deoxygenation under argon atmosphere, and the mixture was stirred at 120 C. for 16 hours. The reaction was completed The reaction mixture was extracted with dichloromethane, extracted three times, and the organic phase was dried over anhydrous sodium sulfate. The solvent was drained and the residue was subjected to column chromatography (eluent: petroleum ether: ethyl acetate = 6: 1) to give The target product, N-benzyl lauramide, is a colorless solid in 90% yield.

Statistics shows that Dodecanamide is playing an increasingly important role. we look forward to future research findings about 1120-16-7.

Reference:
Patent; Anhui University; Sheng Hongting; Zeng Ruijie; Feng Yan; Zhu Manzhou; (10 pag.)CN104961777; (2017); B;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 1120-16-7 name is Dodecanamide, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. 1120-16-7

General procedure: For the synthesis of amide carboxylic acid (1-2 mM) wasdissolved in toluene (10 ml) then solution of borane tetrahydrofuran(THF) (1 M) was added at 0 oC. After additionof borane THF complex reaction mixture is kept at roomtemperature for 1 h. DAA was added to the reaction mixtureand reaction mixture refluxed for 5-10 h. Then reactionmixture was cooled to room temperature and acidifies with1M HCl, and extracted with ethyl acetate. Wash with water2-3 times. Organic phase was dried over anhydrous Na2SO4and concentrate under reduced pressure. Purification ofproduct was accomplished by column chromatographyusing silica gel (hexane: ethyl acetate). (+)-N-(dodecanoyl)-dehydroabietylamine (2) Rf: 0.627(hexane/ethylacetate, 9:1) State: gummy, Yield:93.15%, [alpha]D26: -18.42 (C=0.0403, CHCl3), HRMS-ESI:calcd for C32H54NO (M+H)+ 468.4205, found 468.4179,IR (cm-1): 3303 (N-H stretching), 2923 (C-H), 2856(C-H),1647 (C=O), 1548 (N-H bending), 1460 (CH2 bending),1375 (CH3 bending), 719 (CH2 long chain band). UV: lambdamax241, 254, 276. 1HNMR (400MHz, CDCl3) delta ppm: 0.86(3H, t, J = 6.0 Hz, H-12?), 0.98 (3H, s, H-19), 1.23 (24H, Brs, H-16, and 17, 3?-11?), 1.95 (1H, t, J = 5.6 Hz, H-5), 2.32(4H, t, J = 7.6 Hz, H-1, and 2?), 2.86 (2H, m, H-3), 2.98(1H, m, H-15), 3.17 (1H, dd, J = 6.4 and 13.6 Hz, H-18a),3.28 (1H, dd, J = 6.4 and 13.6 Hz, H-18b), 7.28 (1H, d, J =8.0 Hz, H-12), 7.39 (1H, d, J = 8.0 Hz, H-11), 7.83 (1H, s,H-14). 13CNMR (100MHz, CDCl3) delta ppm: 14.1 (C-12?),18.5 (C-2), 18.7 (C-19), 18.9 (C-6), 22.6 (C-11?), 24.7 (C-16 and 17), 25.2 (C-20), 29.5-29.3 (C-3?-9?), 31.8 (C-10?),33.5 (C-15), 33.7 (C-2?), 35.7 (C-3), 37.3 (C-4), 37.4 (C-10), 38.3 (C-1), 44.5 (C-5), 49.7 (C-18), 123.6 (C-12),124.9 (C-11), 132.6 (C-14), 134.7 (C-8), 145.6 (C-13),147.1 (C-9), 173.5 (C-1?).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Dodecanamide, and friends who are interested can also refer to it.

Reference:
Article; Mustufa, Muhammad Ayaz; Aslam, Afshan; Ozen, Cigdem; Ali Hashmi, Imran; Naqvi, Naim ul Hasan; Ozturk, Mehmet; Ali, Firdous Imran; Medicinal Chemistry Research; vol. 26; 7; (2017); p. 1367 – 1376;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1120-16-7, name is Dodecanamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 1120-16-7

In order to gain a deeper insight into the structure activity relationship, a battery of 15 additional bisphosphonates were synthesized harbouring different functional groups at the alpha-carbon and displaying lipid-tails of different length, respectively (Scheme 1). Scheme 1. Synthesis of bisphosphonates. Reagents and conditions: a) NaH, Toluene, 60 C, 16 h b) HCI, reflux, 16 h c) P(OMe)3, 0 C, 2 h d) HP(OMe)2, nBu2NH, 0 C, 16 h e) H3PO3, MsOH, then PCl3, 90 C, 16 h f) PCl3/H3PO3, 70C, 12 h, then H2O, 2h

The synthetic route of 1120-16-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Humboldt Universitaet zu Berlin; Rheinisch-Westfaelische Technische Hochschule Aachen (RWTH); EP2289900; (2011); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics